Family-Friendly Vacation Rentals in Orleans Bowling Center, MA: Compare 10+ Sites & Save

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  4.  Massachusetts

  5.  Orleans
  6.  Orleans Bowling Center

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469 Best Family Vacation Rentals in Orleans Bowling Center (Starting from $190)

Fantastic Home by Eldridge Park
Fantastic Home by Eldridge Park
House
Orleans, MA, USA
0.2k from Orleans Bowling Center center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$190
Average price / night
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New! Orleans 5BR Escape w Hot Tub, Bikes, Beaches, Dining, Golf, Shopping!
New! Orleans 5BR Escape w Hot Tub, Bikes, Beaches, Dining, Golf, Shopping!
House
Orleans, MA, 02653, United States
0.2k from Orleans Bowling Center center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$639
Average price / night
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Orleans Holiday House
Orleans Holiday House
House
Orleans, MA, USA
0.2k from Orleans Bowling Center center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay, Family

5 Bedrooms8 Guests
New to Booking
$262
Average price / night
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Family/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach
Family/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach
House
Orleans, MA, 02653, United States
0.6k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$553
Average price / night
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Salty Ridge Station
Salty Ridge Station
House
Orleans, MA, USA
0.8k from Orleans Bowling Center center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$632
Average price / night
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Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Condo
Orleans, MA, 02653, United States
1.2k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$297
Average price / night
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79 West Road Orleans Cape Cod - Bed Splash & Beyond
79 West Road Orleans Cape Cod - Bed Splash & Beyond
House
Orleans, MA, USA
0.9k from Orleans Bowling Center center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
New to Booking
$280
Average price / night
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Booking now for June 20 - August 29, 2026! [Booking Saturday to Saturday]
Booking now for June 20 - August 29, 2026! [Booking Saturday to Saturday]
House
Orleans, MA, 02653, United States
1.3k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.8

Exceptional

47 reviews

$547
Average price / night
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The Quintessential Cape Cottage
The Quintessential Cape Cottage
House
Orleans Bowling Center, Orleans, Massachusetts, USA
0.9k from Orleans Bowling Center center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms4 Guests
New to Booking
$451
Average price / night
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Pristine Cottage: EV charger, AC, outdoor shower+ firepit, walk to Bakers Pond
Pristine Cottage: EV charger, AC, outdoor shower+ firepit, walk to Bakers Pond
House
Orleans, MA, 02653, United States
1.3k from Orleans Bowling Center center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

60 reviews

$428
Average price / night
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Babes Bungalow by Leavetown Vacations
Babes Bungalow by Leavetown Vacations
House
Orleans, MA, USA
1.0k from Orleans Bowling Center center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
8.5

Very Good

2 reviews

$455
Average price / night
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A Change of Pace: Relaxing Orleans Getaway
A Change of Pace: Relaxing Orleans Getaway
House
Orleans, MA, 02653, United States
1.4k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
8.6

Fabulous

4 reviews

$310
Average price / night
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Short drive to town and popular beaches
Short drive to town and popular beaches
House
Orleans, MA, USA
1.0k from Orleans Bowling Center center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$422
Average price / night
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Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
House
Orleans, MA, 02653, United States
1.4k from Orleans Bowling Center center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.8

Exceptional

35 reviews

$457
Average price / night
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Paradise On Cape Cod
Paradise On Cape Cod
House
Orleans, MA, USA
1.0k from Orleans Bowling Center center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels, Beach rentals

4 Bedrooms8 Guests
7.5

Good

4 reviews

$1451
Average price / night
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Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
House
Orleans, MA, 02653, United States
1.5k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

42 reviews

$557
Average price / night
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Beach Getaway with Private Backyard
Beach Getaway with Private Backyard
House
Orleans, MA, USA
1.1k from Orleans Bowling Center center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1122
Average price / night
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10-Minute Walk to Skaket Beach - Orleans - Bikes Included - Close to Town
10-Minute Walk to Skaket Beach - Orleans - Bikes Included - Close to Town
House
Orleans, MA, 02653, United States
1.6k from Orleans Bowling Center center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

55 reviews

$610
Average price / night
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Private pool 3 mins to Skaket Beach
Private pool 3 mins to Skaket Beach
House
Orleans, MA, USA
1.2k from Orleans Bowling Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$2494
Average price / night
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Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
House
Orleans, MA, 02653, United States
1.8k from Orleans Bowling Center center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms9 Guests
10.0

Exceptional

16 reviews

$1096
Average price / night
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Walk to Town Fully Renovated
Walk to Town Fully Renovated
Apartment
Orleans, MA, USA
1.2k from Orleans Bowling Center center

Apartments, Accommodations, Parking, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$1656
Average price / night
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Cape Cod Sunscape. Orleans
Cape Cod Sunscape. Orleans
House
Orleans, MA, 02653, United States
1.9k from Orleans Bowling Center center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$690
Average price / night
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Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
House
Orleans, MA, 02653, United States
2.0k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1478
Average price / night
Check Availability
Beautiful home in Orleans. Park, Beach, Lake & Ocean.  Telsa charge
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
House
Orleans, MA, 02653, United States
2.0k from Orleans Bowling Center center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

7 Bedrooms26 Guests
10.0

Exceptional

14 reviews

$3137
Average price / night
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100 Ft to Skaket Beach!
100 Ft to Skaket Beach!
House
Orleans, MA, 02653, United States
2.0k from Orleans Bowling Center center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms12 Guests
9.6

Exceptional

14 reviews

$939
Average price / night
Check Availability
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
House
Orleans, MA, 02653, United States
2.1k from Orleans Bowling Center center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.6

Exceptional

11 reviews

$938
Average price / night
Check Availability
Walk to Rock Harbor Beach from your spacious Orleans coastal retreat
Walk to Rock Harbor Beach from your spacious Orleans coastal retreat
House
Orleans, MA, 02653, United States
2.1k from Orleans Bowling Center center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$485
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Orleans Bowling Center.

Orleans Bowling Center Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 469 verified family-friendly vacation rentals in Orleans Bowling Center. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Orleans Bowling Center vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $190 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Orleans Bowling Center offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Orleans Bowling Center are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Orleans Bowling Center often include amenities such as Child Friendly, Fireplace/Heating, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.